Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 49, Pages 16104-16108Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201810141
Keywords
ball milling; chemoselectivity; mechanochemistry; reaction kinetics; solventless reactions
Categories
Funding
- EPSRC [EP/P002951/1]
- CRD
- School of Chemistry at Cardiff University
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A reaction manifold has been discovered in which the chemoselectivity can be altered by switching between neat milling and liquid assisted grinding (LAG) with polar additives. After investigation of the reaction mechanism, it has been established that this switching in reaction pathway is due to the neat mechanochemical conditions exhibiting different kinetics for a key step in the transformation. This proof of concept study demonstrates that mechanochemistry can be used to trap the kinetic product of a reaction. It is envisaged that, if this concept can be successfully applied to other transformations, novel synthetic processes could be discovered and known reaction pathways perturbed or diverted.
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